Jax Slayher works out hard; sometimes too hard. When he’s really bent out of shape, Jax calls in masseuse Melissa Moore to straighten him out. Feeling better after her miraculous…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Diamond Jackson ha escuchado todo tipo de rumores acerca de uno de los profesores en su grupo. Parece que Mr. D ha estado siendo muy estricto con algunas de sus…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
After her stepsister, Tomoka, found her hooking up with their neighbor, Wataru, Fumie worries about whether she’ll have to hurt Tomoka’s feelings or deny her own. But to her surprise,…
Jojo Kiss “accidentally” gets walked in on by her bestie’s dad. Little does he know, she planned the whole thing! She uses her curvy teen body and feminine charms to…
Jynx is obsessed with candy. She can’t get enough of it. The only thing she craves more is sucking down on Keiran’s candy cane before getting her pussy popped by…
Sexy Nicolette Shea arrives for her massage when she realizes that Kinsley Karter will be replacing her regular masseuse, she questions her ability to truly take care of her. Kinsley…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
When Erik’s busty neighbor Diamond Jackson invited him over for a drink, he didn’t expect to get laid. But as soon as he walked through the door, that big-titted slut…
Cassie loves to unwind in her jacuzzi but today it is broken! She calls up the repair man and swears she’d do anything for speedy service.Once it is fixed she…
Sara Jay (or Ms. Jay as her students call her) has been teaching for some time now and its very fulfilling work for her. Helping shape young men’s lives is…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Danny can’t believe his eyes when his crazy ex-side piece Amirah shows up at his house. The sexy cumslut is washing his car like they never broke up! Her big,…
Johnny has a very embarrassing situation; he needs to use a big boy diaper because he pees when he sleeps, and just about when he is going to nap, his…
Aria Lee has a brand new phone! And she’s personalizing it with some photos of her perky little tits. But in the middle of her selfie session, boring Keiran Lee…
Big butt busters get a call of a disturbance in the neighborhood and quickly hurry to the scene to investigate. Who they find is Jack Lawrence, also known as Cock…
Scarlett Alexis is so excited for fall. She’s admiring all her sexy sweaters when her stepbrother Jay Romero comes in and asks her how she plans to stay warm with…
